Synthetic method of 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene

Abstract

A synthetic method of 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene, belonging to the technical field of chemical synthesis. 9-fluorenone, phenoxyethanol, a catalyst and a cocatalyst are stiffed in an alkane solvent and heated until refluxing, the generated water is removed from the reaction solution via an azeotropic method while reacting, the reaction solution is diluted with water after the reaction is ended, uniformly stirred and cooled to separate out crystals and then filtered, a filter cake is rinsed and dried to obtain a 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene finished product; the filtered crystallization mother liquor is subjected to standing and layering, a water phase is removed, then an organic phase is distilled to recycle the alkane solvent, and the concentrate is rectified to recycle phenoxyethanol.

What is claimed is: 
     
         1 . A synthetic method of 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene, comprising the following steps:
 stirring and heating 9-fluorenone, phenoxyethanol, a catalyst and a cocatalyst in an alkane solvent until refluxing, and removing the generated water from the reaction solution via an azeotropic method while reacting to obtain a mixed solution containing 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene; wherein   the catalyst is selected from one or two of concentrated sulfuric acid and methanesulfonic acid, and a mass ratio of the catalyst to 9-fluorenone is 0.001-0.2:1;   the cocatalyst means a linear alkyl carboxylic acid and alkyl alcohol compound containing a mercapto group in a molecular structure, and is selected from one or more of mercaptoacetic acid, 3-mercaptopropionic acid, 4-mercaptobutyric acid, 5-mercaptovaleric acid, 6-mercaptohexanoic acid, 7-mercaptoheptanoic acid, 8-mercaptooctanoic acid, 9-mercaptononanoic acid, 10-mercaptodecanoic acid, ethylmercaptan, 3-mercaptopropanol, 4-mercaptobutanol, 5-mercaptopentanol, 6-mercaptohexanol, 7-mercaptoheptanol, 8-mercaptooctanol, 9-mercaptononanol and 10-mercaptodecane alcohol, and a mass ratio of cocatalyst to 9-fluorenone is 0.001-0.1:1;   the alkane solvent is selected from one or more of n-hexane, n-heptane, n-octane, isooctane, nonane, decane, cyclohexane, methylcyclohexane and ethylcyclohexane;   diluting the mixed solution containing 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene with water, uniformly stirring and cooling to separate out crystals, filtering, rinsing a filter cake and drying to obtain a 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene finished product; and   standing and layering the obtained crystallization mother liquor, removing a water phase, then distilling an organic phase to recycle the alkane solvent, and rectifying the concentrate to recycle phenoxyethanol.   
     
     
         2 . The synthetic method of 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene according to  claim 1 , wherein a molar ratio of 9-fluorenone to phenoxyethanol is 1:2-6. 
     
     
         3 - 5 . (canceled) 
     
     
         6 . The synthetic method of 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene according to  claim 1 , wherein the amount of the alkane solvent is [[0.3-5]]0.1-10 times the mass of 9-fluorenone. 
     
     
         7 . The synthetic method of 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene according to  claim 1 , wherein the amount of water for dilution is 0.1-3 times the mass of 9-fluorenone.